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6153-05-5

Basic Information
CAS No.: 6153-05-5
Name: 2-Penten-4-yn-1-ol,3-methyl-, (2Z)-
Article Data: 18
Cas Database
Molecular Structure:
Molecular Structure of 6153-05-5 (2-Penten-4-yn-1-ol,3-methyl-, (2Z)-)
Formula: C6H8 O
Molecular Weight: 96.1289
Synonyms: 2-Penten-4-yn-1-ol,3-methyl-, (Z)- (8CI); (2Z)-3-Methyl-2-penten-4-yn-1-ol;(Z)-3-Methylpent-2-en-4-yn-1-ol; Z-3-Methyl-2-penten-4-yn-1-ol;cis-3-Methyl-2-penten-4-yn-1-ol; cis-3-Methyl-2-pentene-4-yn-1-ol
EINECS: 228-168-2
Density: 0.940
Melting Point: N/A
Boiling Point: 171 ºC
Flash Point: 65 ºC
Solubility: N/A
Appearance: N/A
Hazard Symbols:
Risk Codes: R22;R36/37/38   
Safety: S26;S37/39
Transport Information: UN 1760
PSA: 20.23000
LogP: 0.55820
Synthetic route
3230-69-1

3-methyl-1-penten-4-yn-3-ol

A

6153-05-5

(Z)-3-methylpent-2-en-4-ynol

B

6153-06-6

(E)-3-methylpent-2-en-4-yn-1-ol

Conditions
ConditionsYield
acid Allylic Rearrangement;A 85%
B 15%
With sulphurous acid at 50℃; for 2h; Isomerization;A 81%
B n/a
With sulfuric acid; hydroquinone In di-isopropyl ether at 50 - 52℃; for 2h;A 73.7%
B 14.1%
3230-69-1

3-methyl-1-penten-4-yn-3-ol

A

69371-58-0

(E)-1-bromo-3-methylpent-2-en-4-yne

B

6153-05-5

(Z)-3-methylpent-2-en-4-ynol

Conditions
ConditionsYield
With hydrogen bromide; hydroquinone In di-isopropyl ether at 50 - 52℃; for 8h;A 59.6%
B 19.3%
121635-19-6

(Z)-3-methyl-5-trimethylsilylpent-2-en-4-yn-1-ol

6153-05-5

(Z)-3-methylpent-2-en-4-ynol

Conditions
ConditionsYield
With methanol; potassium carbonate at 20℃;58%
With potassium carbonate In methanol
3230-69-1

3-methyl-1-penten-4-yn-3-ol

A

6153-05-5

(Z)-3-methylpent-2-en-4-ynol

B

cis-3-methyl-5-nitroxy-3-penten-1-yne

C

trans-3-methyl-5-nitroxy-3-penten-1-yne

Conditions
ConditionsYield
With nitric acid; hydroquinone In di-isopropyl ether at 50 - 52℃; for 7h;A 16.1%
B 56.4%
C 13%
3230-69-1

3-methyl-1-penten-4-yn-3-ol

6153-05-5

(Z)-3-methylpent-2-en-4-ynol

Conditions
ConditionsYield
With sulfuric acid; water at 20℃; for 48h;56%
With water at 70℃;13%
With sulfuric acid for 20h;
50516-66-0

5-Trimethylsilyl-3-methyl-pent-1-en-4-in-3-ol

6153-05-5

(Z)-3-methylpent-2-en-4-ynol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3, MeOH
2: H2O, H2SO4
View Scheme
Multi-step reaction with 2 steps
1: K2CO3 / methanol
2: 10percent H2SO4
View Scheme
6153-06-6

(E)-3-methylpent-2-en-4-yn-1-ol

6153-05-5

(Z)-3-methylpent-2-en-4-ynol

Conditions
ConditionsYield
With benzophenone In acetonitrile for 0.333333 - 4h; Product distribution / selectivity; UV-irradiation; Microwave irradiation;
With bis(p-dimethylaminophenyl)methanone In acetonitrile for 0.333333 - 2h; Product distribution / selectivity; UV-irradiation; Microwave irradiation;
With benzophenone In acetonitrile at 25℃; for 1h; Product distribution / selectivity; UV-irradiation;
With iodine In acetonitrile at 200℃; under 15001.5 Torr; for 1.01667h; Product distribution / selectivity; UV-irradiation; Microwave irradiation;
53635-18-0

3-methyl-2-penten-4-yn-1-al

A

6153-05-5

(Z)-3-methylpent-2-en-4-ynol

B

6153-06-6

(E)-3-methylpent-2-en-4-yn-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 25℃; for 3h; Overall yield = 95 %;
6153-05-5

(Z)-3-methylpent-2-en-4-ynol

14920-89-9

2,3-dimethylfuran

Conditions
ConditionsYield
With [Au2Cl2(μ-1,1′-bis(ditert-butylphosphino)ferrocene)] In chloroform-d1; 1,2-dichloro-ethane at 20℃; for 3h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;100%
With CuCl2*2H2O98%
With trimethyl-4,6,9 hexaza-1,3,4,6,7,9 phospha-5 tricyclo<3.3.1.13,7>decane; [{IrCl(μ-Cl)(η4-cod)}2] In water at 80℃; for 1h;96%
6153-05-5

(Z)-3-methylpent-2-en-4-ynol

3230-69-1

3-methyl-1-penten-4-yn-3-ol

Conditions
ConditionsYield
With sulfuric acid; hydroquinone; mercury dichloride In di-isopropyl ether at 50 - 52℃; for 0.166667h; Product distribution;100%
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Chemistry

Molecular Structure:

Molecular Formula: C6H8O
Molecular Weight: 96.1271
IUPAC Name: (Z)-3-Methylpent-2-en-4-yn-1-ol
Synonyms of (Z)-3-Methylpent-2-en-4-yn-1-ol (CAS NO.6153-05-5): cis-3-Methyl-2-pentene-4-yn-1-ol ; EINECS 228-168-2
CAS NO: 6153-05-5
Index of Refraction: 1.481
Molar Refractivity: 29.1 cm3
Molar Volume: 102.2 cm3 
Surface Tension: 35.7 dyne/cm
Density: 0.94 g/cm3
Flash Point: 65.6 °C
Enthalpy of Vaporization: 47.42 kJ/mol
Boiling Point: 170.9 °C at 760 mmHg
Vapour Pressure of (Z)-3-Methylpent-2-en-4-yn-1-ol (CAS NO.6153-05-5): 0.46 mmHg at 25°C

Safety Profile

Hazard Codes of (Z)-3-Methylpent-2-en-4-yn-1-ol (CAS NO.6153-05-5): HarmfulXn
Risk Statements: 22-36/37/38 
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39: Wear suitable gloves and eye/face protection.
RIDADR: UN 1760
HazardClass: 8
PackingGroup: III